Jessica Sautter is a Content Writer for with a Bachelor’s Degree from Eastern Michigan University in Elementary Education with a Major in Reading and a Minor in Mathematics.

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Chris Harrigan has an economic degree from Limestone College and an MBA from Clemson University. He previously managed auto insurance claims for Enterprise Rent-A-Car. Currently, he is using his business and insurance expertise to provide insurance data analysis and visualizations to enhance the user experience.

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Reviewed by Chris Harrigan
Former Auto Insurance Claims Manager

UPDATED: Aug 9, 2021

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Key takeaways...

  • Jack Osbourne drives a BMW X5
  • P Diddy spent $352,000 to trick-out his Chevy Express Van
  • Snoop Dogg had his 1967 Pontiac Parisienne hood signed by the LA Lakers

Celebrities have to maintain a certain image, which often means driving the best cars. Whether you’re talking about a stunt driver, Justin Bieber, or Matt Damon, each celebrity has their own style. They can afford to choose and customize their cars to their likings, which is how we get P Diddy’s van, Birdman’s Maybach, and Britney Spears’ H2.

You may not drive any of these cars but you can certainly save yourself some money on your car insurance by shopping around and comparing rates from top car insurance companies. Just enter your zip above to get started!


The Driveable Celebrity Bling

With the millions and millions of dollars being brought in by celebrities, they have to be able to drive fashionably.

Whether it be a 15 foot high pink Hummer H2 or an $8 million dollar Maybach, you have to look good while you’re “whipping.”

What Are The Most Tricked Out Celebrity Whips?

It seems that celebrities tend to gravitate toward the gaudiest upgrades and shiniest things.

Here are some of the craziest car customizations that popular celebs have bought:

Jack Osbourne 

  • Ever wanted a real-life-demon-lookalike? No, not his father‚ I’m talking about his BMW X5.
  • A custom air-brushed portrait of his family shows how much Jack loves his sister, mother, and father. Except for the fact that they’re airbrushed as zombies, which could be called a little bit odd.

P. Diddy – Diddy – Puff Daddy – Whatever he’s called now – When you have $352,000 to trick-out your Chevy Express van you know you’re doing something right.

The extended cab is filled with Plasma Tv’s, a wine chiller (for that celebrity DUI the media is always looking for), and hardwood floors. Why live in a home when you have a van?

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Samuel L. Jackson –  Jackson’s Maybach 57S (Come on man you couldn’t spring for the 62?) has what every back-seat driver needs. Folding tables with leg rests, Ace Of Spades ready to be popped (that’s a kind of champagne), and a custom Designo paint job from Mercedes (because they own Maybach).

Britney Spears – When she wants to go off-roading in style, she takes her completely tricked out Hummer. With upgraded Fox suspension, a bright pink paint job, and Louis Vuitton upholstery (which most likely isn’t real), Britney will be a hard one to miss on those rugged trails.

Green Day – 1968 Mercury Monterey is what you’ll find in their garage. Custom cut leopard skin (poor thing) cover the seats. A chain steering wheel helps steer the car and makes for a good bike lock.

Don’t forget the fog machine in case you’re having a party on I-5!

Snoop Dogg – An obvious fan of the LA Lakers, this well-known rapper had his 1967 Pontiac Parisienne hood signed by the whole team. The dash is also encrusted with some purple and gold zirconium (as if Snoop knows what that is).

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The Priciest Celebrity Vehicles

Try keeping up with the Kardashians when Kim is in her Ferrari F430 (see what I did there?!).

The $187,000 car owned by the woman who became famous for‚ “you know,” reaches a top speed of over 200 mph and is the successor to the amazingly popular Ferrari 360.

Diddy shows up on the list once again with his ridiculously expensive Maybach 62. The close to 400,000 dollar car, one-ups Sam Jackson’s 57S with a couple hundred horsepower and a few feet longer.

Speaking of getting driven, the soccer heart-throb, David Beckham, owns a Rolls Royce Drophe. The $400,000 convertible is yet another car that owners should be driven in.

With the all-black-everything look, it makes it easy for Beckham to sneak up on Drogba and do a little knee-breaking sabotage.

Jay Leno, one of the greatest car collectors in the world comes in at #6 with his Mercedes SLR McLaren. Reaching the 60mph mark in just 3.3 seconds, the SLR is one of the fastest cars you’ll ever see on the road.

“Nicholas Cage it, it’s okay as long as you put my face in it,” better known as the “Gone In 60 Seconds” star, recently purchased the $670,000 Ferrari Enzo.

Even though it’s right behind the FXX in Ferrari’s lineup, this is the most expensive street legal Ferrari named after the founder.

Jerry Seinfeld is obviously into classic cars. Spending $700,000 on a 50-year-old car is a hefty chunk of change. Unless it’s the ever-so-famous Porsche 959.

His car is known as one of the most sought-after collector cars ever and has been sold at auction for over $1 million dollars.

Simon Cowell has become rich and famous for his mean and degrading comments on the hit show American Idol. The current X-Factor judge decided to drop $1,400,000 on a 1,001 horsepower Bugatti Veyron.

One of the most well-known money hungry rappers (who doesn’t particularly like to pay royalties) takes the number one and two spot.

The rapper with quite a significant amount of wealth ($100,000,000) decided to get both the Bugatti Veyron 16.4 Super Sport and the 1 of 1 Maybach Exelero.

The Bugatti is the fastest production car in the world which hits a top speed of 267.85 mph. The Maybach Exelero knocked Birdman’s fortune down $8 million, but he did get a one of a kind car.

The most popular gas-guzzling SUV’s for celebrities are, of course, some of the most expensive and flashy. The most popular three are the Mercedes Benz G-Wagon, the Range Rover, and the Cadillac SUV.

Check out the graphic above to see which celebrities drive these pricey SUV’s and then be sure to enter your zip code below for free car insurance quotes online!